Illustrated Glossary of Organic Chemistry
Hofmann's rule:
When an
elimination reaction
which can
produce
two or more
alkene
(or
alkyne
)
products
, the
product
containing the less highly
substituted
pi bond
is
major
.
E2
elimination
of 2-bromo-2-
methyl
butane
with
tert
-butoxide
follows Hofmann's rule, giving 2-
methyl
-
1-butene
(a
disubstituted
terminal alkene
) as the
major product
.
E2
elimination
of 2-bromo-2-
methyl
butane
with
methoxide
follows
Zaitsev's rule
, giving 2-
methyl
-
2-butene
(a
trisubstituted
internal alkene
) as the
major product
.
Related terms:
Dehydrohalogenation
,
E1 mechanism
,
E1
cb
mechanism
,
Hofmann degradation
,
Hofmann rearrangement
,
Hofmann elimination
,
terminal alkyne
,
internal alkyne
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